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Synfacts 2006(7): 0684-0684  
DOI: 10.1055/s-2006-941813
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Three-Component Cyclization with Allenylboronate Platform

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
K. Tonogaki, K. Itami*, J.-I. Yoshida*
Kyoto University and Nagoya University, Japan
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Publication History

Publication Date:
22 June 2006 (online)

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Significance

In the further development of the organboron ‘platform’ developed in this group, a sequential Pd- and Rh-catalyzed cyclization was accomplished. In this report the third component is an enolate instead of the previously reported amine (K. Tonogaki et al. J. Am. Chem. Soc. 2006, 128, 1464-1465). High E-selectivity is again observed. The resulting three-component products bearing the diester group could be cyclized under rhodium catalysis with high diastereo­selectivity.